Preparation of L-vancosamine-related glycosyl donors
Preparation of L-vancosamine-related glycosyl donors
复制标题
L-万古胺相关糖基供体的制备
DOI：
10.1038/ja.2013.2
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发表时间：
2013
期刊：
影响因子：
--
通讯作者：
Kei Kitamura
中科院分区：
文献类型：
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作者：
K. Kitamura;M. Shigeta;Y. Maezawa;Y. Watanabe;Day-Shin Hsu;Y. Ando;T. Matsumoto;K. Suzuki;Kei Kitamura
描述了 L-万古胺相关糖基供体的改进的实际合成。关键步骤包括（1）将甲基铈试剂立体选择性加成到肟基醚中，（2）在Wilkinson催化剂存在下，环外不饱和糖苷立体选择性加氢，C（5）反转，得到L-万古胺衍生物。制备了三种糖基供体，并比较了它们在芳基 C-糖苷形成中的反应性。还描述了伯胺和叠氮化物向相应的N,N-二甲基衍生物的转化。
An improved practical synthesis of L-vancosamine-related glycosyl donors is described. The key steps include (1) stereoselective addition of methylcerium reagent to oximino ether and (2) stereoselective hydrogenation of exocyclic unsaturated glycoside in the presence of Wilkinson catalyst with C (5) inversion to give L-vancosamine derivatives. Three glycosyl donors were prepared, and their reactivities in the aryl C-glycoside formation were compared. Conversion of primary amine and azide to the corresponding N, N-dimethyl derivative is also described.